Villa holiday rentals in Haines City

Villa in Championsgate Village

A modern kitchen features sleek granite countertops and white cabinetry, with ample natural light filtering through large windows. The inviting pool area is visible through sliding glass doors, showcasing a private pool with floating beach balls. A vibrant children's bedroom is decorated with a whimsical theme and features colorful bedding. A game room is equipped with a pool table and illuminated by LED lights, enhancing the playful atmosphere.

4.94 out of 5 average rating, 125 reviews

Family Dream Vacation Villa w 6br + pool & Resort

The perfect family vacation destination! Champions Gate is just outside Orlando and a quick drive to Disney and other theme parks. Want to enjoy the Florida sunshine without having to leave the neighborhood? Enjoy your own private pool or take a walk to the Oasis Clubhouse or 2nd clubhouse where you can enjoy amazing resort amenities for free! Villa Features: Pool/Spa, GameRoom, VideoGames, Baby friendly. Clubhouses: Pools, Slides, LazyRiver, SplashPad, Gym, Restaurant, Bar, Tennis, Volleyball

A private pool is framed by a screened enclosure, featuring a gentle waterfall and bordered by comfortable lounge chairs. The serene lake view is visible beyond the pool, complemented by lush greenery lining the shore.

4.86 out of 5 average rating, 192 reviews

Near Disney Gated LakeView Pvt Heated Pool

Lowest Cleaning fee! Free pool heating Dec 7-11! Military discnts. New Pool Heatr, Dolby Home theatre, wall mnt 65" LED TV w/ Airplay. Remote office setup. Sunset Lakes is a secure gated comnty ~12 min from Disney & other parks. Villa offers Lake View pvt pool, gorgeous sunset, Playroom, Fishing Rod/dock. Fully furnished & sparkling clean w/ 5 beds - 1 King, 2 Queens, 2 Twin beds with 3 baths, kitchen & laundry. Come & enjoy your next trip to Disney & leave everything to a fantastic experience!

An inviting outdoor pool area is featured, surrounded by a protective screen enclosure. The pool water is a clear turquoise, reflecting the evening sky. Comfortable seating is arranged nearby, alongside a BBQ grill. Soft lighting enhances the tranquil atmosphere.

4.94 out of 5 average rating, 123 reviews

❤NEW Gorgeous 5br/3.5ba|POOL| Game ROOM| Disney

Nestled in the peaceful 4 Corners community close to Disney & top rated attractions, Target, Publix & restaurants. Newly updated, inviting and modern 2 level, 5 bedroom/3.5 bath with comfortable luxurious beds! Equipped with a private pool (heat for an extra fee), game room, BBQ grill & free Nespresso. Out back is a mini golf putting green, corn hole and fire pit for the family to gather around under the warm vibe of string lights. A place for the family to retreat, relax, reset and have fun!

4.99 out of 5 average rating, 131 reviews

A private pool features a spacious deck and a whimsical swan float. Adjacent is a covered dining area with views of landscaped grounds. Inside, a kids’ tube slide and superhero-themed decor are seen, along with a game area featuring a billiards table and arcade console.

Villa in Osceola County

*Private Resort Oasis: Golf-Front, Pool/Spa/Cinema

The perfect balance of STYLISH DESIGN, LUXURIOUS COMFORT, & ENDLESS ENTERTAINMENT, beautifully situated with stunning views in the sprawling 3.5 square mile Reunion Resort. You will have your own private pool, spillover spa, STAR WARS cinema-game room with pinball, classic arcade games, and karaoke, MARVEL kids room with tube slide and double bunks, the latest Xbox Series S, a sprawling 2000 ft2 pool deck, fire pit, and even a HARRY POTTER cupboard hidden under the stairs, minutes to Disney.

A private pool area features a sparkling blue pool surrounded by a screened enclosure. Comfortable lounge chairs are positioned on the pool deck, with tropical landscaping visible in the background under a clear blue sky.

4.93 out of 5 average rating, 137 reviews

South-Facing Pool & Spa | 4BR/4BA Near Disney

Minutes to Disney! Relax in our south-facing pool & spa after fun-filled days. Four spacious bedrooms each with private bath give every guest room to unwind. Fun for all ages: arcade games, pool table, hot tub, high-speed Wi-Fi and themed kids’ room keep everyone happy when you stay in. Fully stocked kitchen, washer/dryer and family gear (crib, highchair, safety gates, stroller) make travel easy. Just a short drive away from every attraction. Book your stay with Endless Summer Villa today!

Villa in Championsgate Village

A vibrant game room displays an air hockey table and foosball station, with colorful LED lights casting an engaging glow. An adjoining indoor theater features plush seating and a large screen, while a private pool area invites relaxation, surrounded by lush greenery and floatation devices.

4.97 out of 5 average rating, 101 reviews

Pool Movies|Water Park|Movie Theater|Arcade|Themed

Enjoy our Early Bird Sale and Save! ✨ Discover an enchanting escape at Ice Saber Manor-a stunning 6 bed Villa featuring FROZEN and SPIDER-MAN rooms, 4 gorgeous master suites and endless entertainment options! Immerse yourself in cinematic wonders with a Star Wars MOVIE THEATER, belt out your favorites in the KARAOKE area or revel in our POOLSIDE THEATER! Relax in your heated POOL&SPA or enjoy our WATERPARK! Discover Disney from the comfort of this modern home nestled in a beautiful resort!

A private pool deck is enclosed with mesh, providing a clear view of the surrounding greenery. Two comfortable loungers are arranged beside the inviting swimming pool, adorned with orange striped towels. The peaceful outdoor space is well-lit by natural sunlight.

4.87 out of 5 average rating, 120 reviews

Sunny Family Retreat ~ Peaceful Pool ~ Game Room

Unwind in this sunny 4 Bedroom 3 Bath house nestled in a serene family-friendly neighborhood. This prime location allows quick access to nearby restaurants and shops while being just a short drive away from Disney World, Universal, Legoland, and more. The lively pool deck and entertaining game room offer various relaxing and fun amenities. ✔ 4 Comfortable Bedrooms ✔ 3 Large Bathrooms ✔ Fully Equipped Kitchen ✔ Swimming Pool ✔ Game Room ✔ Six TVs w/ Roku ✔ Sun Loungers Learn more below!

A screened-in patio area features a private pool surrounded by comfortable lounge chairs. The inviting water reflects the colors of the sunset sky, and a small dining table is visible nearby. The home is designed for relaxation and outdoor enjoyment.

4.91 out of 5 average rating, 173 reviews

Beautiful 4 Bedroom Pool Villa Near Disney World

This sunny single story home has 4 beautiful bedrooms (2 master suites) and 3 full bathrooms with its own private screened pool. It is an ideal accommodation for 2 families to share, or one large family. This villa is located in the gated community, a small peaceful community set away from any main road traffic. The home is situated approximately 15 minutes from the Walt Disney World, and is conveniently located from all major Orlando attractions, nearby restaurants and shopping.

The image showcases a vibrant collage of the villa's features. The top left displays a colorful Encanto-themed bedroom with a playful bed. The top right features the modern living area with large windows and comfortable seating. The bottom left presents a private pool area, and the bottom right highlights a Mario-themed game room with arcade games.

4.98 out of 5 average rating, 123 reviews

Magical 5BR Family Vacation Villa

Professional Hosts & Guest Favorite Home! Immaculate and well equipped Stargazer Villas vacation home at Windsor Island Resort now featuring Pickleball Court! This central Florida villa has heated pool included for your family to relax in after a busy day at the parks. Family friendly, featuring Star Wars, Harry Potter, & Encanto themed bedrooms, and a new Mario World game room! Stargazer Villas provides the perfect place to create unforgettable memories with your family.

4.86 out of 5 average rating, 156 reviews

A well-maintained villa is showcased, featuring a welcoming entrance with a single-car garage. Lush greenery and colorful shrubs line the brick pathway, while tall palm trees and vibrant landscaping enhance the cheerful exterior. Bright clouds are visible in a clear blue sky.

Villa in Haines City

Sandy's Southern Dunes Villa

This villa is in the Southern Dunes Golf & Country Club, which is an immaculately kept, secure complex, which maintains a 24-hour manned gate, making this a safe place to stay. There are community swimming pools, tennis courts, a gym, library and children's playground for those days when meeting Mickey Mouse is just too much trouble. With a Super-Walmart a minute away plus Dicks and several well-known restaurants just further away, virtually everything is on hand.

A spacious private pool area is showcased, featuring colorful inflatable rafts and lounge chairs. A barbecue grill and outdoor dining set are visible nearby, surrounded by a screened enclosure that enhances the outdoor experience. Sunlight reflects pleasantly on the water's surface.

4.92 out of 5 average rating, 124 reviews

Villa with pool

Fabulous 4 bedroom villa,two bathrooms, with games room, BBQ and private pool. Fully equipped for your convenience! Centrally located. Only minutes away from Disney and the other amusement parks. 3 minutes away from Walmart, Publix and varied restaurants. Come with your family and have an unforgettable vacation!The house also has the enjoyment of an additional area in the area ,which has an extra pool,tennis courts a children's park and boat ramp and yeskit .

A private screened patio features a heated swimming pool and a Jacuzzi surrounded by a spacious deck. Outdoor seating is provided, with a dining table and lounge chairs positioned for relaxation. Sunlight glimmers on the water, creating a serene atmosphere.

4.91 out of 5 average rating, 115 reviews

Gorgeous 3 bed, 2 bath villa w/ pool and jacuzzi

Gorgeous 3 bedroom, 2-bathroom villa set on a 1/4 acre of land, with our own screened, private, heated swimming pool & Jacuzzi, and high speed internet. Situated in a quiet residential community on the sought after Sunridge Woods in Davenport, only 9 miles from Disney. Please note smoking or parties are NOT allowed in house premises. No pool heater available during May through October. **You also MUST be 21 or older to rent this property**

Popular amenities for villa rentals in Haines City

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Private villa rentals

4.89 out of 5 average rating, 19 reviews

Waterfront Luxury Villa Recent Updates!

4.92 out of 5 average rating, 12 reviews

The exterior view of a single-story home is presented, showcasing a vibrant orange facade with a welcoming entrance. Lush green landscaping, including palm trees and shrubs, frames the property. A two-car garage is visible, along with large windows that enhance the bright and inviting appearance.

Villa in Polk County

Fantastic 3 bed villa - Privacy & South facing pool

A single-story home with a light beige exterior features a well-kept lawn bordered by shrubs. The front porch, highlighted by four windows, leads to a dark front door framed by decorative elements. A clear blue sky completes the inviting outdoor scene.

4.78 out of 5 average rating, 9 reviews

Florida Cottage Getaway - (4958TV)

Superhost

4.75 out of 5 average rating, 69 reviews

Luxury Private Villa near Disney

The villa's exterior showcases a charming single-story design with a light beige facade. A well-manicured lawn is framed by mature palm trees and ornamental shrubs. The two-car garage features a beige door, while the welcoming front entrance is highlighted by decorative lighting fixtures.

4.95 out of 5 average rating, 55 reviews

The Dorset Shire

Superhost

An outdoor area is captured, featuring a screened-in patio with a sparkling pool and a spa. Lounge chairs are arranged around the pool, and a dining table sits nearby. Lush greenery and a tranquil lake are visible beyond the enclosure, enhancing the serene atmosphere.

4.65 out of 5 average rating, 83 reviews

Tranquility at Lake Wilson Preserve, lake view

4.91 out of 5 average rating, 242 reviews

House by the Mouse: Something for Everyone!

A fire pit is surrounded by Adirondack chairs, creating an inviting space for gatherings. Marshmallows are being roasted over the flames, which are gently flickering. The background features greenery, providing a serene atmosphere as dusk approaches.

4.94 out of 5 average rating, 36 reviews

Family Oasis 15 min to Disney Heated Pool• FirePit

Luxury villa rentals

A spacious themed room is depicted, featuring an imaginative design with a dark, cosmic ceiling. The room includes a large blue slide and a staircase, adjacent to cozy bean bag chairs for seating. Colorful space-themed murals enhance the playful atmosphere.

4.98 out of 5 average rating, 120 reviews

4mi to Disney | Games | Private Pool

A spacious dining area features a long glass table surrounded by white chairs, set for a large meal with blue and gold accents. A striking blue wall with geometric gold patterns creates a modern backdrop, while contemporary light fixtures illuminate the space.

4.94 out of 5 average rating, 111 reviews

Blue Paradise 15BR 11BA, Sleeps 36, Theater/GameRm

A vibrant themed room showcases a blue slide and bunk beds, enhancing playfulness. Adjacent, a cozy bedroom features rich curtains and themed decor. A home theater room displays a large projector screen and comfortable seating. The private pool area is highlighted with seating, a projector, and colorful inflatables.

4.97 out of 5 average rating, 116 reviews

Pickleball PoolsideMovies |WalkToWaterpark| Arcade

4.97 out of 5 average rating, 116 reviews

Close2parks! 9B/Lakeview/Vgames/*Pool heat Promo

5 out of 5 average rating, 103 reviews

A private pool is framed by a stone patio, with lounge chairs positioned nearby for relaxation. Lush greenery and palm trees surround the area, creating a serene outdoor environment. A spa is positioned next to the pool, providing an inviting space for relaxation.

Villa in Four Corners

The Golden Bear Villa | Private Pool & Theater

A lively game room is showcased, featuring bright blue flooring and vibrant wall colors of pink and green. Retro arcade machines line one side, while a play area includes a two-story playhouse and colorful seating, providing a fun retreat for guests of all ages.

4.96 out of 5 average rating, 107 reviews

Epic Disney Villa • Hidden Arcade & Playroom!

Villa in Championsgate Village

An imaginative arcade and themed play area is displayed, featuring a blue slide and space-themed bunk beds. A princess-themed room with a carriage bed is highlighted. An arcade area with vintage game machines completes the vibrant layout, showcasing a unique blend of fantasy and entertainment.

4.94 out of 5 average rating, 177 reviews

Free Pool Heat! Disney Themes, Arcade, Sleeps 22

A game room features striking themed decor, with large flat-screen TVs and seating. The private pool area showcases a serene swimming pool surrounded by a screen enclosure, highlighted by comfortable lounge furniture. A cozy outdoor seating area is visible, offering a relaxing view.

4.95 out of 5 average rating, 159 reviews

"Disney Serenity": Luxe 8BR Villa/ Privacy/ Pool

Villa rentals with a pool

The exterior of a Mediterranean-style villa is shown, featuring a spacious front yard with landscaped greenery. A brick driveway leads to a two-car garage. Golf course views are visible in the background, highlighting the peaceful surroundings of the property.

4.94 out of 5 average rating, 67 reviews

Executive Disney Home on Highlands Reserve

4.91 out of 5 average rating, 45 reviews

A spacious living area features a modern sectional sofa and two accent chairs, arranged around a glass coffee table. A well-lit kitchen and dining area are visible in the background, connected through an open layout. Decorative lighting and potted plants add a touch of elegance.

Villa in Four Corners

Luxury, Fun & Comfort 7BD Home w/ Home Theater

The image showcases a vibrant gaming area with a glowing dance floor, a relaxing outdoor space featuring lounge chairs near the pool, a themed sleeping area with bunk beds, and a foosball table positioned in a cozy game room filled with colorful lighting.

4.96 out of 5 average rating, 56 reviews

6 BD/4.5 Ba Sleeps 14! Lily Pad At Solterra Resort

A vibrant gaming room is highlighted with space-themed murals and wall art. A pool table sits centrally, flanked by a modern lighting fixture. The room includes two large television screens and multiple gaming chairs for comfortable play.

4.96 out of 5 average rating, 48 reviews

Private Family Villa w/ Pool, Game Room, Resort

The outdoor pool area features a screened enclosure allowing natural light to flood a spacious pool and attached spa. Lounge chairs are positioned on the pool deck, and surrounding greenery provides a sense of privacy.

4.99 out of 5 average rating, 83 reviews

Palm Villa | 6BR Disney Retreat + Heated Pool/Spa

4.95 out of 5 average rating, 22 reviews

Gated Resort, Lake View, Pool/Spa, Games Room